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(E)-N'-(2, 4-dihydroxybenzylidene)nicotinohydrazide and its Metal Complexes: Synthesis, Characterisation and Antitubercular Activity
Author(s)
Kehinde Olurotimi Ogunniran Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria
Joseph Adeyemi Adekoya Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria
Cyril Ehi-Eromosele Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria
Olayinka Oyewale Ajani Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria
Akinlolu Kayode Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria
Tadigoppula Narender Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute,Lucknow,India
Abstract
Nicotinic acid hydrazide and 2,4-dihydoxylbenzaldehyde were condensed at 20 °C to form an acylhydrazone (H3L1) with ONO coordination pattern. The structure of the acylhydrazone was elucidated by using CHN analyzer, ESI mass spectrometry, IR, 1H NMR, 13C NMR and 2D NMR such as COSY and HSQC. Thereafter, five novel metal complexes [Mn(II), Fe(II), Pt(II) Zn(II) and Pd(II)] of the hydrazone ligand were synthesized and their structural characterization were achieved by several physicochemical methods namely: elemental analysis, electronic spectra, infrared, EPR, molar conductivity and powder X-ray diffraction studies. An octahedral geometry was suggested for both Pd(II) and Zn(II) complexes while both Mn(II) and Fe(II) complexes conformed with tetrahedral pyramidal. However, Pt(II) complex agreed with tetrahedral geometry. In vitro antitubercular activity study of the ligand and the metal complexes were evaluated against Mycobacterium tuberculosis, H37Rv, by using micro-diluted method. The results obtained revealed that (PtL1) (MIC = 0.56 mg/mL), (ZnL1) (MIC = 0.61 mg/mL), (MnL1) (MIC = 0.71 mg/mL) and (FeL1) (MIC = 0.82 mg/mL), exhibited a significant activity when compared with first line drugs such as isoniazid (INH) (MIC = 0.9 mg/mL). H3L1 exhibited lesser antitubercular activity with MIC value of 1.02 mg/mL. However, the metal complexes displayed higher cytotoxicity but were found to be nonsignificant different (P > 0.05) to isoniazid drug.
Publication Details
Page(s) 63-75
DOI DOI not available
Published Journal: Pakistan Journal of Scientific and Industrial Research (Series A: Physical Sciences), Volume: 59, Issue: 2, Year: 2016
Keywords
metal complexes hydrazones electron spin resonance thermogravimetry antitubercular agents powder Xray diffraction
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